Sodium hydride → 4-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoic acid

HRID 2268497ノート

反応式

HRID 2268497 の反応式
[CH3:1][O:2][C:3]1[C:8]2[CH2:9][CH2:10][CH:11]([CH2:14][CH2:15][O:16][C:17]3[CH:27]=[CH:26][C:20]([C:21]([O:23]CC)=[O:22])=[CH:19][CH:18]=3)[CH2:12][CH2:13][C:7]=2[C:6]([O:28][CH3:29])=[C:5]([O:30][CH3:31])[C:4]=1[O:32][CH3:33].[H-].[Na+]>CO>[CH3:1][O:2][C:3]1[C:8]2[CH2:9][CH2:10][CH:11]([CH2:14][CH2:15][O:16][C:17]3[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:26][CH:27]=3)[CH2:12][CH2:13][C:7]=2[C:6]([O:28][CH3:29])=[C:5]([O:30][CH3:31])[C:4]=1[O:32][CH3:33]

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 18348644Ethyl 4-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoate

生成物 1

HCID 183486524-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoic acid収率 80.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The mixture of ethyl 4-[2-(1,2,3,4-tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoate (1.77 g), aqueous sodium hydride (3N, 1.93 ml), and methanol (30 ml) was heated under reflux for 6 hr. The reaction mixture was concentrated in vacuo, diluted with water, made acidic with hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride and dried. The solvent was removed in vacuo. The residue was recrystallized from THF-diisopropylether to yield the entitled compound (1.34 g) as crystals.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hr
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. additiondiluted with water
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with water and saturated aqueous sodium chloride
  7. customdried
  8. customThe solvent was removed in vacuo
  9. customThe residue was recrystallized from THF-diisopropylether

出典と根拠

ORDレコード
ord-7125c719bbb442bab22b22a6989c0267
出典データセット
uspto-grants-2001_12
特許番号
US06326369B1

反応ノート

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